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Copper-mediated ortho-nitration of (hetero)arenecarboxylates. | LitMetric

Copper-mediated ortho-nitration of (hetero)arenecarboxylates.

Chemistry

FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Str. Geb. 54, 67663 Kaiserslautern (Germany), Fax: (+49) 631-205-3921.

Published: August 2014

AI Article Synopsis

Article Abstract

Various (hetero)arenecarboxylic acids were converted to the corresponding Daugulis amides and nitrated selectively in the ortho-position in the presence of [CuNO3(PPh3)2] and AgNO2 at 50 °C. A microwave-assisted saponification allows regenerating the carboxylate group within minutes, which may then be removed tracelessly by protodecarboxylation, or substituted by aryl- or alkoxy-groups via decarboxylative cross-coupling.

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Source
http://dx.doi.org/10.1002/chem.201403363DOI Listing

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